Tris(pentafluorophenyl)borane
Product Information
Molecular Formula
C18BF15
Molecular Weight
511.98
Description
Tris(pentafluorophenyl)borane is a highly reactive reagent commonly used in biomedicine. It acts as an efficient catalyst in various organic transformations, including cross-coupling reactions and C-H activation. Additionally, it finds applications in the synthesis of pharmaceuticals, agrochemicals, and functional materials. This versatile compound facilitates the development of novel drugs and therapies to combat various diseases.
Synonyms
Perfluorotriphenylboron; tris(pentafluorophenyl)-borane
IUPAC Name
tris(2,3,4,5,6-pentafluorophenyl)borane
SMILES
B(C1=C(C(=C(C(=C1F)F)F)F)F)(C2=C(C(=C(C(=C2F)F)F)F)F)C3=C(C(=C(C(=C3F)F)F)F)F
InChI
InChI=1S/C18BF15/c20-4-1(5(21)11(27)16(32)10(4)26)19(2-6(22)12(28)17(33)13(29)7(2)23)3-8(24)14(30)18(34)15(31)9(3)25
InChI Key
OBAJXDYVZBHCGT-UHFFFAOYSA-N
Boiling Point
327.3±42.0 °C at 760 mmHg
Melting Point
126-131°C (lit.)
Purity
95%
Density
0.73 g/cm3
Solubility
soluble in Toluene
Appearance
White Powder
Storage
Store under inert gas
Refractive Index
1.42
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
15
Rotatable Bond Count
3
Exact Mass
511.9853526 g/mol
Monoisotopic Mass
511.9853526 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
34
Formal Charge
0
Complexity
566
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114133470-A | Preparation method and application of alpha-diimine nickel heterogeneous catalyst loaded on olefine acid aluminum salt polymer particles | 2022-01-17 |
| CN-114106299-A | Preparation method of lactone and lactide block copolymer | 2021-12-31 |
| CN-114106029-A | Organic molecule containing boron-nitrogen coordination bond and preparation method thereof | 2021-12-20 |
| CN-113937223-A | Preparation method of functional molecule co-doped perovskite solar cell | 2021-12-15 |
| CN-113937223-B | Preparation method of functional molecule co-doped perovskite solar cell | 2021-12-15 |
| CN-114171681-A | Interface modification method for remarkably improving humidity stability of perovskite solar cell | 2021-12-07 |
| CN-114160200-A | Catalyst system for selective ethylene trimerization/tetramerization and preparation method and application thereof | 2021-12-01 |
| CN-114171779-A | High-safety lithium ion battery and preparation method thereof | 2021-11-22 |
| CN-114069040-A | Polymer electrolyte suitable for organic battery and preparation method and application thereof | 2021-11-11 |
| CN-113896894-A | Branched cross-linking agent, and preparation method and application thereof | 2021-11-03 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22934620 | 2012-09-12 | Highly sensitive NH3 detection based on organic field-effect transistors with tris(pentafluorophenyl)borane as receptor | Journal of the American Chemical Society |
| 22511277 | 2012-08-14 | [2.2]Paracyclophane derived bisphosphines for the activation of hydrogen by FLPs: application in domino hydrosilylation/hydrogenation of enones | Dalton transactions (Cambridge, England : 2003) |
| 22414965 | 2012-05-14 | The structure and chemistry of tris(pentafluorophenyl)borane protected mononuclear nitridotitanium complexes | Dalton transactions (Cambridge, England : 2003) |
| 22590410 | 2012-05-01 | Tri-tert-butyl-phospho-nium hy-droxy-tris-(penta-fluoro-phen-yl)borate | Acta crystallographica. Section E, Structure reports online |
| 22455750 | 2012-04-11 | Dispersion energy enforced dimerization of a cyclic disilylated plumbylene | Journal of the American Chemical Society |
| 22606190 | 2012-04-01 | 2-Vinyl-pyridine-tris-(penta-fluoro-phen-yl)borane hexane monosolvate | Acta crystallographica. Section E, Structure reports online |
| 22220839 | 2012-02-17 | Liquid triarylamines: the scope and limitations of Piers-Rubinsztajn conditions for obtaining triarylamine-siloxane hybrid materials | The Journal of organic chemistry |
| 21612200 | 2011-12-19 | Mechanistic aspects of bond activation with perfluoroarylboranes | Inorganic chemistry |
| 21718018 | 2011-08-01 | Dihydrogen activation by frustrated carbene-borane Lewis pairs: an experimental and theoretical study of carbene variation | Inorganic chemistry |
| 21434631 | 2011-04-20 | Extent of M2 δ to ligand π-conjugation in neutral and mixed valence states of bis(4-isonicotinate)-bis(2,4,6-triisopropylbenzoate) dimetal complexes (MM), where M = Mo or W, and their adducts with tris(pentafluorophenyl)boron | Journal of the American Chemical Society |
